Expatriation as confusion and loss of control; adjustment as surfing the waves of expatriation; and international assignment as a life-transforming experience. These are the major themes that form the complex thread of how U.S. expatriates made meaning of their international assignment experience to develop cross-cultural learning. Interpretative phenomenological analysis (IPA) guided this study journey to explore how cross-cultural learning was experienced by U.S. expatriates on assignments for U.S. organizations in Brazil. By adopting IPA, this study presented a rich description of participants' lived experiences, and a detailed exploration and interpretation of meaning. A review of the literature found little research specifically on expatriates' learning factors and content, as empirical research on expatriates' cross-cultural learning tends to be limited to lists of skills needed. Thus, this field of study lacks an integrated theoretical framework of expatriates' learning process, and contextualization of the unique challenges they face. Kolb's (1984) experiential learning theory (ELT) was used as the theoretical framework and analytical lens in this study, unfolding the learning processes embedded in cultural differences in a contextualized manner. ELT allowed this study to focus on the interaction between the individual and the environment, providing a richer meaning of crosscultural learning practices on international assignments. This study also provides recommendations for practice and future research.